Methyl 3-aminopyrazinecarboxylate → Methyl 3-amino-6-iodopyrazine-2-carboxylate

HRID 1048746

反応式

HRID 1048746 の反応式
[I:1]N1C(=O)CCC1=O.[NH2:9][C:10]1[C:11]([C:16]([O:18][CH3:19])=[O:17])=[N:12][CH:13]=[CH:14][N:15]=1>CN(C)C=O>[NH2:9][C:10]1[C:11]([C:16]([O:18][CH3:19])=[O:17])=[N:12][C:13]([I:1])=[CH:14][N:15]=1

参加物

4

反応物 2

HCID 72669Methyl 3-aminopyrazinecarboxylateHCID 120273N-Iodosuccinimide2 回

生成物 1

HCID 11087124Methyl 3-amino-6-iodopyrazine-2-carboxylate収率 88%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

1.5 equivalents of N-iodosuccinimide are added at room temperature to 5 g (32.7 mmol) of a methyl 3-aminopyrazine-2-carboxylate solution in 25 ml of dimethylformamide. The reaction medium is heated at 65° C. for 1 hour, added together with 0.5 equivalents of N-iodosuccinimide and maintained at 65° C. for 24 hours. After returning to room temperature, the solvent is evaporated and then the product is extracted several times with dichloromethane. The organic phases are combined, washed with 10% sodium bisulfite solution, dried on magnesium sulfate and concentrated to yield 8 g (88%) of methyl 3-amino-6-iodopyrazine-2-carboxylate in the form of a yellow solid.

後処理

  1. temperaturemaintained at 65° C. for 24 hours
  2. customAfter returning to room temperature
  3. customthe solvent is evaporated
  4. extractionthe product is extracted several times with dichloromethane
  5. washwashed with 10% sodium bisulfite solution
  6. customdried on magnesium sulfate
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-595a4a987c054d4fa6209b857f337209
出典データセット
uspto-grants-2016_07
特許番号
US09381195B2

関連ノート

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